USAFLLongboat KeyWinding Oaks38-3460 Winding Oaks Dr

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$1,150,000

For Sale

4 hours ago

38 - 3460 Winding Oaks Dr, Longboat Key, FL

Condo

MLS® A4695005

3 Bed

4 Bath

2608 sqft

2 Parking

Key Facts
Description
Rooms
Map

Key Facts

Type Condominium

Levels Residential

Size 2608 sqft

Garage Yes

HOA Fees $1,523

Taxes $10,320

Days Active 0

Approx. Age 1988

Avg. Price Per Sqft $440

MLS® Number A4695005

Property Address: 38-3460 Winding Oaks Dr, LONGBOAT KEY, FL, 34228-4140

Average square foot calculated using Size range provided by listing agent.

Description

Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in November 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in November 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the Harbourside golf course community, Winding Oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles Beach Club.

MLS® NumberA4695005

Locker

Ensuite Laundry

Balcony

Furnished

Laundry Level

Exposure

Exterior

GarageYes

Approx. Age1988

Stories1

Pets

Included in Maintenance Fee

Heat

Hydro

Water

Building Insurance

Condo Taxes

Cable TV

Central Air

Parking Maintenance

Utilities

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

Jun 2, 2026List Date

$1,150,000List Price

Mar 25, 2025End Date

$900,000Sold Price

Sold

Mar 25, 2025List Date

$900,000List Price

Commute

Commute

Starting Address

Destination Address

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